Fluorescence and Structure of Methylated Acridin-9-ylthioureas

Kristian, P., Balentová, E., Bernát, J., Imrich, J., Sedlák, E., Danihel, I., Böhm, S., Prónayová, N., Klika, K. D., Pihlaja, K. and Baranová, J. Fluorescence and Structure of Methylated Acridin-9-ylthioureas Chemical Papers, Vol.58, No. 4, 2004, 268-275

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  
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Author(s) Kristian, P.
Balentová, E.
Bernát, J.
Imrich, J.
Sedlák, E.
Danihel, I.
Böhm, S.
Prónayová, N.
Klika, K. D.
Pihlaja, K.
Baranová, J.
Title Fluorescence and Structure of Methylated Acridin-9-ylthioureas
Journal name Chemical Papers
Publication date 2004
Year available 2004
Volume number 58
Issue number 4
ISSN 0366-6352
Start page 268
End page 275
Place of publication Poland
Publisher Versita
Collection year 2004
Language english
Subject 250000 Chemical Sciences
250300 Organic Chemistry
Abstract/Summary Fluorescence and structure of acridin-9-ylthioureas with primary amino rest and their Smethylated products have been studied. The synthesized 1-(acridin-9-yl)-3-alkyl-S-methylisothiuronium iodides exhibit about one order increased fluorescence in comparison with corresponding thioureas. The structure of products obtained by methylation reactions was confirmed by NMR techniques including PDQF-COSY, selective INEPT, NOE difference experiments, and quantumchemical calculations (AM1, ab initio). A free rotation of 9-substituents in relation to acridine skeleton has been found. The conformers of acridinylisothioureas are in E-configuration relative to the C==N bond with more favourable imino (C-9==N) tautomeric structure.
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